반응 #52035

반응 방정식

Difluoro-(4′-methoxy-biphenyl-4-yl)-acetic acid ethyl ester

Diethylaminosulfur trifluoride

(4′-methoxy-biphenyl-4-yl)-oxo-acetic acid ethyl ester

→

desired product

4,4-Difluoro-4-(4′-methoxy-biphenyl-4-yl)-butyric Acid

용매

Dichloromethane

dichloromethane

반응 조건

후처리

1. 1
   기타prepared
2. 2
   추출This mixture is extracted with ethyl acetate twice
3. 3
   건조The combined organic extracts are dried over Na2SO4
4. 4
   여과filtered
5. 5
   농축concentrated under reduced pressure
6. 6
   기타The crude product is purified by column chromatography (silica gel, 5% EtOAc/hexanes)

실험 절차

Difluoro-(4′-methoxy-biphenyl-4-yl)-acetic acid ethyl ester. Diethylaminosulfur trifluoride (5 mL) is added directly to (4′-methoxy-biphenyl-4-yl)-oxo-acetic acid ethyl ester (3.77 g, 13.3 mmol), prepared as described by Neidlin, et. al., Arzneim.-Forsch. 1983, 33, 691-3. Dichloromethane (2 mL) is added and the mixture is stirred overnight at room temperature. The reaction is diluted with dichloromethane and slowly added to ice water. This mixture is extracted with ethyl acetate twice. The combined organic extracts are dried over Na2SO4, filtered, and concentrated under reduced pressure. The crude product is purified by column chromatography (silica gel, 5% EtOAc/hexanes) to give the desired product as a pale yellow solid.

출처